10-Day Cultural and Historical Journey through Madrid, Segovia, and Toledo with Flexible Exploration

Day 1: Madrid Arrival and Orientation

Madrid, Spain on June 15, 2025

8:00am

Breakfast at Café de Oriente

Start your Madrid adventure with traditional Spanish breakfast at Café de Oriente, known for its churros with hot chocolate and stunning views of the Royal Palace.
EUR12, 1h

9:30am

Royal Palace Tour

Explore the grand Royal Palace of Madrid, the official residence of the Spanish Royal Family, featuring lavish interiors and beautiful gardens. Open 10:00am–6:00pm.
EUR15, 2h

12:00pm

Lunch at Mercado de San Miguel

Enjoy a variety of fresh Spanish tapas and delicacies at Mercado de San Miguel, a bustling historic market with regional specialties.
EUR20, 1h

1:30pm

Prado Museum Visit

Visit the world-renowned Prado Museum, housing masterpieces by Velázquez, Goya, and El Greco. Open 10:00am–8:00pm.
EUR15, 2h30m

4:15pm

Walk in Retiro Park

Relax and stroll through the beautiful Retiro Park, enjoying the lake, monuments, and gardens, perfect for an afternoon break.
Free, 1h

7:30pm

Dinner at Sobrino de Botín

Dine at the world's oldest restaurant, famous for roasted suckling pig and traditional Castilian cuisine. Reservations recommended. Open till 11:30pm.
EUR35, 1h30m
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Day 2: Madrid Art and Culture

Madrid, Spain on June 16, 2025

8:30am

Breakfast at La Mallorquina

Enjoy freshly baked pastries with coffee at La Mallorquina, a historic bakery located in Puerta del Sol.
EUR8, 45m

9:30am

Thyssen-Bornemisza Museum

Discover an extensive collection of Western art ranging from the 13th to 20th centuries. Open 10:00am–7:00pm.
EUR13, 2h

12:00pm

Lunch at Lhardy

Taste traditional Madrid dishes such as cocido madrileño at the historic Lhardy restaurant, open since 1839.
EUR25, 1h

1:30pm

Reina Sofia Museum

Explore contemporary and modern art including Picasso’s Guernica. Open 10:00am–9:00pm.
EUR15, 2h

4:00pm

Chocolatería San Ginés

Snack on Madrid’s famous churros and chocolate at this celebrated chocolatería, open 24 hours.
EUR6, 30m

7:00pm

Dinner at Casa Lucio

Experience authentic Spanish cuisine including the famous huevos rotos (broken eggs) at this well-loved spot.
EUR30, 1h30m
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Day 3: Guided Tour to Segovia

Segovia, Spain on June 17, 2025

7:30am

Breakfast at Hotel

Start early with a quick buffet breakfast at your hotel to prepare for the day trip to Segovia.
Included, 45m

8:30am

Private Guided Bus Ride to Segovia

Travel comfortably on a private guided tour bus to Segovia, approximately 1 hour 15 minutes from Madrid.
EUR60 per person approx., 1h15m

9:45am

Segovia Aqueduct Visit

Marvel at the ancient Roman aqueduct, an iconic and remarkably preserved structure dating back nearly 2000 years.
Free, 1h

11:00am

Alcázar of Segovia Tour

Tour the fairy-tale castle that inspired Disney’s Cinderella Castle, featuring rich history and panoramic views.
EUR8, 1h30m

1:00pm

Lunch at Mesón de Cándido

Savor Segovia’s specialty, roast suckling pig, at this renowned traditional restaurant near the aqueduct.
EUR35, 1h30m

3:00pm

Stroll through Plaza Mayor and old town

Enjoy peaceful streets, shops, and plazas in Segovia’s charming old town.
Free, 1h

4:30pm

Return to Madrid

Relax on the private bus ride back to Madrid for dinner in the capital city.
Included in tour, 1h15m

7:30pm

Dinner at El Botín, Madrid

Revisit Madrid dinner favorites or try seasonal specialties at El Botín, cozy and historic.
EUR35, 1h30m
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Day 4: Madrid to Toledo Transfer and Exploration

Toledo, Spain on June 18, 2025

8:00am

Breakfast at Chocolatería San Ginés

Begin your day with traditional churros and hot chocolate at this Madrid classic before departure.
EUR6, 30m

9:00am

Private Guided Bus Ride to Toledo

One hour guided bus transfers you from Madrid to Toledo, famed for its medieval architecture and rich heritage.
EUR50 per person approx., 1h

10:15am

Visit Toledo Cathedral

Discover one of Spain’s most important Gothic cathedrals with stunning art and architecture. Open 10:00am–6:00pm.
EUR10, 1h30m

12:00pm

Lunch at Restaurante Adolfo

Enjoy creative Castilian cuisine with views of the Tagus River, offering an elegant dining experience.
EUR40, 1h30m

2:00pm

Alcázar of Toledo Visit

Tour this imposing fortress housing a military museum and offering panoramic city views. Open 10:00am–7:00pm.
EUR5, 1h30m

4:00pm

Wander Jewish Quarter and Synagogue of El Transito

Explore the labyrinthine streets of Toledo’s Jewish Quarter and visit the historic synagogue museum.
EUR3, 1h30m

7:30pm

Dinner at La Abadía

Dine on traditional Manchego dishes and local wines in this cozy Toledo restaurant.
EUR30, 1h30m
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Day 5: Exploring Toledo and Surroundings

Toledo, Spain on June 19, 2025

8:00am

Breakfast at Hostel Boutique Palacio de los Henestrosa

Enjoy a full local-style breakfast with fresh fruits and pastries at your Toledo hotel.
Included, 45m

9:00am

Santa María la Blanca Synagogue

Visit this beautiful former synagogue, now a museum showcasing Toledo’s religious history. Open 10:00am–6:00pm.
EUR3, 1h

10:30am

Church of Santo Tomé

See El Greco’s iconic painting ‘The Burial of the Count of Orgaz’ inside this small historic church.
EUR3, 1h

12:00pm

Lunch at La Venta de Aires

Enjoy rural Castilian cuisine with hearty stews and lamb specialties near Toledo’s countryside.
EUR30, 1h30m

2:30pm

Day Trip to Consuegra Windmills

Visit the iconic La Mancha windmills made famous in Don Quixote, about 45 minutes from Toledo.
EUR20 including transport, 3h

6:00pm

Return to Toledo

Relax back in Toledo with a light evening stroll along the Tagus River.
Free, 1h

8:00pm

Dinner at Restaurante Alma Toledana

Delight in seasonal dishes focusing on fresh regional ingredients in a charming setting.
EUR30, 1h30m
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Day 6: More Toledo Exploration and Return to Madrid

Toledo and Madrid, Spain on June 20, 2025

8:00am

Breakfast at Hotel

Begin with a hearty breakfast to prepare for your last morning in Toledo.
Included, 45m

9:00am

Museum of El Greco

Learn about El Greco’s life and works in this engaging museum in Toledo’s historic center. Open 10:00am–7:00pm.
EUR4, 1h

10:30am

Shopping in Toledo’s artisan shops

Pick up Toledo’s famous damascene metalwork and other handcrafted souvenirs from local artisans.
Free, 1h30m

12:30pm

Lunch at Restaurante Cigarral de Caravantes

Enjoy upscale Mediterranean cuisine with panoramic views of Toledo.
EUR40, 1h30m

2:30pm

Return to Madrid by Private Bus

Comfortable transfer back to Madrid to prepare for free exploration days.
EUR50 per person approx., 1h

4:00pm

Check-in and Rest at Madrid Hotel

Settle into your hotel and relax after the transfer, preparing for upcoming independent exploration days.
Included, Flexible

7:30pm

Dinner at DiverXO

If you want a culinary treat, book ahead for Madrid's only three Michelin-starred restaurant for avant-garde Spanish cuisine.
EUR250 approx., 2h
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Day 7: Free Day in Madrid

Madrid, Spain on June 21, 2025

9:00am

Breakfast at your leisure

Enjoy breakfast at your hotel or try a nearby café of your choice to start your free exploration day.
Variable, Flexible

10:00am

Explore Gran Via and Shopping

Walk along Madrid’s bustling Gran Via for shopping, architecture, and lively street ambiance.
Free, 2h

12:30pm

Lunch at El Viajero

Enjoy rooftop dining and delicious Spanish cuisine in La Latina, a lively neighborhood.
EUR25, 1h30m

2:00pm

Visit the Sorolla Museum

Discover beautiful paintings by Joaquín Sorolla in this peaceful museum located in Sorolla’s former home. Open 9:30am–8:00pm.
EUR3, 1h30m

4:00pm

Relax at Plaza Mayor

Grab a café or gelato and soak up the atmosphere of historic Plaza Mayor.
Variable, 1h

7:30pm

Dinner at Sala de Despiece

Experience unique modern Spanish dining focused on fresh ingredients and creative presentations.
EUR40, 1h30m
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Day 8: Free Day – Museums and Parks

Madrid, Spain on June 22, 2025

8:30am

Breakfast at Federal Café

Enjoy a relaxed brunch-style breakfast with excellent coffee in Chamberí district.
EUR15, 1h

10:00am

Visit CaixaForum Madrid

Experience modern art exhibits and the famous vertical garden. Open 10:00am–8:00pm.
EUR5, 1h30m

12:00pm

Lunch at Bodega de la Ardosa

Traditional tapas bar known for vermouth and wide selection of small plates.
EUR20, 1h

1:30pm

Explore El Rastro Market (weekend)

If it's Sunday, visit Madrid’s famous open-air flea market. Otherwise, explore local neighborhoods like Malasaña.
Free, 2h

4:00pm

Afternoon Coffee at Toma Café

Pause for quality coffee in this specialty café, perfect for relaxing or planning further adventures.
EUR5, 30m

7:30pm

Dinner at El Imparcial

Enjoy a blend of traditional and innovative dishes in a stylish setting within a former printing house.
EUR35, 1h30m
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Day 9: Free Day – Day Trip Option or Local Exploring

Madrid, Spain on June 23, 2025

8:00am

Breakfast

Eat breakfast at your hotel or try a local pastry shop to fuel your day.
Variable, Flexible

9:00am

Optional Day Trip to El Escorial (self-arranged)

Visit the Royal Monastery, a UNESCO site about 45 minutes from Madrid, open 10:00am–6:30pm. Alternatively, use the day to explore local neighborhoods like Chueca or Salamanca.
EUR12 entry, 4-5h

2:00pm

Lunch at Casa Mono

Enjoy modern Spanish cuisine with a creative flair in a lively atmosphere near Retiro Park.
EUR30, 1h30m

4:00pm

Relax or museum visit

Use the afternoon for either rest or visiting less crowded museums such as Museo Lázaro Galdiano.
EUR6, 1h30m

8:00pm

Dinner at Platea Madrid

Experience a gourmet food hall offering a variety of cuisines and live entertainment in a grand setting.
EUR40, 2h
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Day 10: Departure Day - Leisure Morning

Madrid, Spain on June 24, 2025

8:00am

Breakfast

Enjoy a final Spanish breakfast at your hotel or nearby café, soaking in the last moments of your trip.
Variable, Flexible

10:00am

Leisurely walk in Plaza de Oriente

Take a calm morning walk near the Royal Palace gardens to reflect on your trip and capture some photos.
Free, 1h

11:30am

Hotel Checkout and Transfer to Airport

Prepare for departure and arrange transport to Madrid-Barajas Airport according to your flight schedule.
Taxi or shuttle cost variable, Depending on flight
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